Combining Organocatalysis and Iodine Catalysis: One-Pot Sequential Catalytic Synthesis of Chiral Spirodihydrobenzofuran Pyrazolones and Spirodihydrobenzofuran Oxindoles

Autor:	Zhan-Yu Zhou, Liang Bai, Cheng-Ke Tang, Jie Liu, Ai-Bao Xia, Dan-Qian Xu, Zhen-Yuan Xu
Rok vydání:	2018
Předmět:	010405 organic chemistry Chemistry Organic Chemistry 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis Organocatalysis Iodine catalysis Nucleophilic substitution Pyrazolones SN2 reaction Physical and Theoretical Chemistry
Zdroj:	Organic letters. 20(18)
ISSN:	1523-7052
Popis:	A new and efficient catalytic strategy that combines asymmetric organocatalysis and iodine catalysis was first developed for the one-pot Michael/iodization/SN2 nucleophilic substitution sequential catalytic synthesis of spirodihydrobenzofuran pyrazolones and spirodihydrobenzofuran oxindoles. The approach results in products with moderate to high yields (up to 93%), high to excellent enantioselectivities (up to 99% ee), and excellent diastereoselectivities (up to >99:1 dr). The reaction features simple operation and is metal-free and base-free.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::092c4bbb3f40400b85bb6688d00323f4 https://pubmed.ncbi.nlm.nih.gov/30192560 Zobrazit plný text záznamu